
Family-friendly holiday rentals in Monte San Savino
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monte San Savino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
FamilyIndoor spacesBiking
4.93 out of 5 average rating, 294 reviews
Il Capoverso Sunie Farmhouse, 2nd floor, 4+1p
Cozy and ideal for visiting art cities such as Arezzo, Siena, Florence, Cortona, Montepulciano. SUNIE is located on the 1st floor of an old farmhouse (three apartments) and is accessed by a private external staircase. It has a beautiful view of the hills, a pergola with table and deck chairs, 1 double bedroom, 1 double bedroom and 1 small single bedroom, 1 bathroom, and a living room with open kitchen. 15x5m swimming pool in a private location, free Wi-Fi. Production of high-quality E.V.O. oil, ancient fruits, organic vegetable garden.
FamilyIndoor spacesLong stay
4.98 out of 5 average rating, 101 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
KitchenFamilyWalkability
4.92 out of 5 average rating, 626 reviews
Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
KitchenFamilyAmenities
4.99 out of 5 average rating, 531 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyIndoor spacesComfort
4.96 out of 5 average rating, 142 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.
FamilyIndoor spacesHiking
4.92 out of 5 average rating, 359 reviews
Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
Indoor spacesFamilySleep quality
4.97 out of 5 average rating, 251 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
FamilyKitchenCondition
4.95 out of 5 average rating, 146 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
KitchenIndoor spacesWalkability
4.99 out of 5 average rating, 116 reviews
Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
FamilyIndoor spacesOutdoor spaces
4.94 out of 5 average rating, 108 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyIndoor spacesLaundry
5.0 out of 5 average rating, 352 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.
KitchenFamilyCheckout
5.0 out of 5 average rating, 116 reviewsPopular amenities for Monte San Savino family-friendly rentals
Family-friendly home rentals with a hot tub

Tuscan charm of villa - countryside - Villa Senaia
Indoor spacesKitchenDecor
4.9 out of 5 average rating, 240 reviews
Villa di Geggiano – Guesthouse
Indoor spacesFamilyCleanliness
4.99 out of 5 average rating, 155 reviews
Casa Dolce Toscana | Panoramic Suites & Views
Indoor spacesFamilyPets
4.98 out of 5 average rating, 186 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Indoor spacesFamilyShared spaces
4.91 out of 5 average rating, 100 reviews
Amazing Tuscany Villa, FREE parking
FamilyIndoor spacesCleanliness
4.93 out of 5 average rating, 336 reviews
Tuscany View - Villa Arianna
Indoor spacesFamilyView
4.99 out of 5 average rating, 123 reviews
Typical Tuscan country house
FamilyKitchenParking
4.99 out of 5 average rating, 432 reviews
La Pieve - the house next to the church
FamilyKitchenHot tub
4.97 out of 5 average rating, 117 reviewsFamily- and pet-friendly home rentals

The twigs
FamilyIndoor spacesComfort
5.0 out of 5 average rating, 100 reviews
Piazza Grande Boutique Apartment
Indoor spacesFamilyDecor
5.0 out of 5 average rating, 155 reviews
Romantic Yellow apartment in Crete Senesi
FamilyKitchenCleanliness
4.97 out of 5 average rating, 440 reviews
Romantic apartment in the Tuscan village
Indoor spacesKitchenAmenities
4.89 out of 5 average rating, 343 reviews
Breeder's Room - Triple room breakfast included
Indoor spacesKitchenAmenities
5.0 out of 5 average rating, 108 reviews
Spedaletto Castle, Val d'Orcia, Pienza
Indoor spacesFamilyParking
4.97 out of 5 average rating, 185 reviews
Separate room, between Cortona and Montepulciano
FamilyKitchenCondition
4.95 out of 5 average rating, 229 reviews
Apartment with a view of the village
Indoor spacesKitchenParking
5.0 out of 5 average rating, 9 reviewsFamily-friendly home rentals with a pool

La Vignaccia (Farmhouse) - villa w/private pool
Indoor spacesKitchenSleep quality
4.96 out of 5 average rating, 102 reviews
Conca d'Oro villa with private pool, sleeps 4
Indoor spacesFamilyValue
4.92 out of 5 average rating, 173 reviews
Comfort Apartment in the Chianti Vineyards
Indoor spacesKitchenHeating
4.93 out of 5 average rating, 455 reviews
Beautiful villa with pool in secluded location
KitchenIndoor spacesValue
5.0 out of 5 average rating, 45 reviews
Apartment in heritage resort
KitchenIndoor spacesPool
4.89 out of 5 average rating, 36 reviews
Il Podere - Rustic charm in Tuscany
FamilyKitchenDecor
5.0 out of 5 average rating, 12 reviews
Sasso Canaldo Charming property in Tuscany
KitchenFamilyQuiet
5.0 out of 5 average rating, 6 reviews
Borgo Iesolana Country Retreat Suite with terrace
Indoor spacesFamilyView
5.0 out of 5 average rating, 36 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino





